An efficient synthesis of flavans from salicylaldehyde and acetophenone derivatives

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Publication Details

Author list: Mazimba O, Masesane IB, Majinda RR

Publisher: Elsevier

Place: OXFORD

Publication year: 2011

Journal: Tetrahedron Letters (0040-4039)

Journal acronym: TETRAHEDRON LETT

Volume number: 52

Issue number: 50

Start page: 6716

End page: 6718

Number of pages: 3

ISSN: 0040-4039

Languages: English-Great Britain (EN-GB)

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Abstract

An efficient total synthesis of flavans from the reactions of salicylaldehyde and acetophenone derivatives is reported. The synthesis involves preparation of chalcones through an aldol reaction followed by reduction of both the double bond and the ketone using NaBH4 and an acetic acid mediated cyclization. Methoxy groups on the aromatic rings did not affect significantly the yields of the procedure. (C) 2011 Elsevier Ltd. All rights reserved.

Keywords

Acetophenone, Aldol condensation, Flavan, Reduction, Salicylaldehyde

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